Structure Database (LMSD)

Common Name
24,25-didehydrovitamin D3 / 24,25-didehydrocholecalciferol
Systematic Name
(5Z,7E)-(3S)-9,10-seco-5,7,10(19),24-cholestatetraen-3-ol
Synonyms
LM ID
LMST03020147
Formula
C27H42O
Exact Mass
Calculate m/z
382.323565
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

String Representations

InChiKey (Click to copy)
DCROKXXPZPPINM-YRZJJWOYSA-N
InChi (Click to copy)
InChI=1S/C27H42O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h8,12-13,21,24-26,28H,3,6-7,9-11,14-18H2,1-2,4-5H3/b22-12+,23-13-/t21-,24+,25-,26+,27-/m1/s1
SMILES (Click to copy)
C1C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([H])([C@@]3(C)CCC\2)[C@]([H])(C)CC/C=C(\C)/C)/C[C@@H](O)C1

Other Databases

CHEBI ID
191254
LIPIDBANK ID
VVD0165
PubChem CID
5283675

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 3
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 436.81
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 7.83
Molar Refractivity 121.68

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Created at
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Updated at
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